Winter Haven Homes for Sale under $400K

718 listings
404 COLEMAN DRIVE, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$320,000

3 bd · 2 ba · 1,940 sqft

404 COLEMAN DRIVE, WINTER HAVEN, FL 33884

1454 AUSTIN ST, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$320,000

5 bd · 3 ba · 2,254 sqft

1454 AUSTIN ST, WINTER HAVEN, FL 33884

2221 20TH STREET NW, WINTER HAVEN, FL 33881
280 Days on Market

House for Sale

$319,999

4 bd · 2 ba · 1,727 sqft

2221 20TH STREET NW, WINTER HAVEN, FL 33881

718 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880
242 Days on Market

House for Sale

$319,999

4 bd · 3 ba · 1,900 sqft

718 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880

811 ANDREW STREET, WINTER HAVEN, FL 33881
70 Days on Market

House for Sale

$319,990

3 bd · 2 ba · 1,600 sqft

811 ANDREW STREET, WINTER HAVEN, FL 33881

5588 TAVERNA LOOP, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$319,990

4 bd · 3 ba · 2,305 sqft

5588 TAVERNA LOOP, WINTER HAVEN, FL 33884

304 MEREDITH BOULEVARD, WINTER HAVEN, FL 33881
44 Days on Market

House for Sale

$319,990

4 bd · 3 ba · 2,110 sqft

304 MEREDITH BOULEVARD, WINTER HAVEN, FL 33881

5135 KINSLEY DRIVE, WINTER HAVEN, FL 33884
406 Days on Market

House for Sale

$319,950

4 bd · 2 ba · 1,919 sqft

5135 KINSLEY DRIVE, WINTER HAVEN, FL 33884

1355 BENEVENTO DRIVE, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$319,900

4 bd · 3 ba · 1,964 sqft

1355 BENEVENTO DRIVE, WINTER HAVEN, FL 33884

419 SAINT ANNS DRIVE, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$319,900

3 bd · 2 ba · 1,505 sqft

419 SAINT ANNS DRIVE, WINTER HAVEN, FL 33884

6 GOLFVIEW CIRCLE NE, WINTER HAVEN, FL 33881
63 Days on Market

House for Sale

$319,900

3 bd · 3 ba · 1,892 sqft

6 GOLFVIEW CIRCLE NE, WINTER HAVEN, FL 33881

54 LAKE LINK CIRCLE SE, WINTER HAVEN, FL 33884
45 Days on Market

House for Sale

$319,900

3 bd · 2 ba · 1,752 sqft

54 LAKE LINK CIRCLE SE, WINTER HAVEN, FL 33884

136 LAKE RING DRIVE, WINTER HAVEN, FL 33884
43 Days on Market

House for Sale

$319,900

3 bd · 2 ba · 1,728 sqft

136 LAKE RING DRIVE, WINTER HAVEN, FL 33884

959 LUNAR LANE, WINTER HAVEN, FL 33884
277 Days on Market

House for Sale

$319,532

3 bd · 2 ba · 1,730 sqft

959 LUNAR LANE, WINTER HAVEN, FL 33884

138 WHITTIER LANE, WINTER HAVEN, FL 33884
51 Days on Market

House for Sale

$319,000

4 bd · 3 ba · 1,665 sqft

138 WHITTIER LANE, WINTER HAVEN, FL 33884

3777 GIORGIO DRIVE, WINTER HAVEN, FL 33884
83 Days on Market

House for Sale

$318,000

3 bd · 2 ba · 1,695 sqft

3777 GIORGIO DRIVE, WINTER HAVEN, FL 33884

5148 MAGNOLIA PRESERVE BOULEVARD, WINTER HAVEN, FL 33880
Newly Listed

House for Sale

$318,000

4 bd · 2 ba · 1,654 sqft

5148 MAGNOLIA PRESERVE BOULEVARD, WINTER HAVEN, FL 33880

1658 TEAGAN LANE, WINTER HAVEN, FL 33884
90 Days on Market

House for Sale

$315,990

4 bd · 3 ba · 1,933 sqft

1658 TEAGAN LANE, WINTER HAVEN, FL 33884

943 SUMMER GLEN DRIVE, WINTER HAVEN, FL 33880
105 Days on Market

House for Sale

$315,000

4 bd · 2 ba · 1,846 sqft

943 SUMMER GLEN DRIVE, WINTER HAVEN, FL 33880

3530 EVENING STAR DRIVE, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$315,000

4 bd · 2 ba · 1,822 sqft

3530 EVENING STAR DRIVE, WINTER HAVEN, FL 33881

4201 SHADOW WOOD DRIVE, WINTER HAVEN, FL 33880
19 Days on Market

House for Sale

$315,000

3 bd · 2 ba · 1,860 sqft

4201 SHADOW WOOD DRIVE, WINTER HAVEN, FL 33880

3408 COSTELLO CIRCLE, WINTER HAVEN, FL 33884
31 Days on Market

House for Sale

$315,000

4 bd · 2 ba · 1,713 sqft

3408 COSTELLO CIRCLE, WINTER HAVEN, FL 33884

231 HAINES BOULEVARD, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$315,000

4 bd · 2 ba · 1,938 sqft

231 HAINES BOULEVARD, WINTER HAVEN, FL 33881

516 REGGIE ROAD, WINTER HAVEN, FL 33884
28 Days on Market

House for Sale

$315,000

4 bd · 3 ba · 2,109 sqft

516 REGGIE ROAD, WINTER HAVEN, FL 33884

Talk to a local agent

Looking at Winter Haven Homes for Sale under $400K?

Tell us what you're after — we'll send matching homes, off-market options and recent sales, and set up private showings.

Matthew Gromadzki, Real Estate Broker
Matthew Gromadzki
Real Estate Broker
(786) 370-8570
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Live MLS inventory in Winter Haven, updated continuously. Florida Lux Real Estate currently tracks 718 active listings here. MLS inventory updated November 7, 2026.

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